Top Siena Restaurants

Sample Italy's flagship Brunello di Montalcino wine in the hills where it’s produced with this exclusive winery tour and tasting at a medieval castle. Join a sommelier for a stroll through the vineyards to learn about the history and production of Brunello at this family-run estate, then relax over a tasting that pairs three different wines with local specialties. Cap off your experience with a three-course Tuscan lunch.

Sip Tuscan wine in a medieval castle during a tasting session in Montalcino. Hosted by a professional sommelier, the experience ensures you get the lowdown on the wine as you taste it. Enjoy three varietals including a glass of the prestigious Brunello di Montalcino DOCG, along with local bread or breadsticks and olive oil.

Become a pilgrim of sorts and take a scenic hike on the historic Via Francigena, an old pilgrimage route that stretched from Canterbury in England to Rome. The rural route takes you through villages, vineyards, and some of the most scenic countryside in Tuscany. Best of all, once you get to the medieval village of Monteriggioni you're rewarded with a wine tasting. At the end, head back to Siena via train.

Tuscany is known for its excellent vintages, but the world of Tuscan wine can be overwhelming for a novice. With this informal wine class, you’ll get your bearings and learn to recognize the most important and storied wines of Tuscany. Delve into the history of Tuscany’s wine production, discover the different wine-producing areas and grapes, and sample a number of reds and whites from the region.

Indulge in one of Italy's most beautiful cities, Siena, during this sightseeing tour. An expert guide gives you an insider's view of this UNESCO World Heritage-listed town. Linger for a while in Piazza del Campo, the superlative square that is home to the Palio, a wild horse race that takes place every July and August. Stroll the streets with your guide learning about the history of the place. Visit the Duomo, Siena's stunning cathedral, and stroll right in thanks to your skip-the-line ticket. 

Spend an afternoon in the wine town of Montalcino, tasting the prestigious Brunello di Montalcino and learning about wine production. This tour from Siena that tasting of local wine paired with salami and cured meat. Admire views of the Tuscan countryside from the pretty hill town and discover the region’s generations-old winemaking traditions.

Visit San Gimignano and Montalcino on a small-group day trip from Siena, and discover medieval architecture, wine, and stunning views of Tuscany. With ample free time in each of the hill towns, the tour also includes Montalcino winery plus samples of Chianti and Brunello di Montalcino wine.

Take the stress out of planning a day in Tuscany on this half-day small-group tour of the Chianti wine region from Siena, including transport. Enjoy an air-conditioned ride over to two popular wineries to taste wines and oils locals love. Plus spend some free time in Monteriggioni, and catch a glimpse of the town’s well-known medieval castle.

Spend a day sipping one of Italy’s top wines, Brunello di Montalcino, on this day trip from Siena. Led by an expert guide, travel to the cellars to learn about the production process and meet the locals behind the delicious red wine. Then, pause at a family-run winery for an authentic Tuscan lunch before exploring the village of Montalcino and the abbey of Sant'Antimo. Stop for additional tastings along the way and conclude with transportation back to Siena. Group size is reserved to eight people for a more intimate experience.

Giddy up! Traverse the hills of Tuscany via a unique mode of transportation with this guided horseback tour from Siena. Roam the rolling hills, some clad in grapevines, others blanketed with olive groves, as you and your horse calmly explore the region. Pass through rustic villages, all while learning about the history of the place from your guide. See stunning scenery that you would not have had the chance to encounter.

Discover the fine wines and rich historical heritage of Chianti on a full-day trip from Siena. With a knowledgeable guide, travel through the sublime Tuscan countryside and visit castles cradled by rolling green hills and sprawling vineyards. Visit Castello di Brolio, the esteemed birthplace of Chianti wine, and delve into the opulent chambers of Castello di Ama. Pleasure your palate with fine samples of Chianti Classico wine during tasting sessions and feast on a traditional Italian lunch during your tour. Enjoy an intimate atmosphere on this small-group tour, limited to only eight people.

A mere 6 km from Siena, immersed in the poetic and permeating beauty of the Senese countryside the small San Giorgino church, has since 1109 placidly observed the vineyard and olive trees of the surrounding fields, which have been under the stewardship of our family since 1977, where with love, tradition, dedication and innovative spirit we have produced wine and oil. We love to define our company as a harmoniously multifaceted reality that holds a myriad of souls inside of it. By fine tuning each one of the contrasting elements together, like an orchestra, we give life to unique products that are recognizable, inviting, and sincere: symphonies of genuine tastes, rooted in the culture of the land. This reality begins with our family: we are in 8 and all contribute in the company with our own specializations, following the entire production process, from the preparation at the vineyard, to the last step of commercialization.

Siena sits in the heart of Tuscany, known across the globe for its excellent regional cuisine. Delve into its traditional specialties with this foodie experience that combines a lesson covering Tuscan wines and gourmet delicacies plus a foodie stroll through the old town to sample them for yourself. Taste a variety of wines paired with cheeses and charcuterie, extra-virgin olive oil, bread, jams, and honey.

Get immersed in the culture and cuisine of Tuscany during this dinner experience that takes place inside a historic villa. Be treated to a four-course Tuscan feast with a delightful side dish and sip on fine wine and spirits, carefully selected to compliment your meal. Experience the charm of a restored villa and enjoy the company of your hosts who share a passion for great company, exquisite cuisine, and the Palio.

Paradiso di Cacuci is a winery located in a small “corner of Paradise“ in the northwestern area of ​​Montalcino. Our wine production is centered on the perpetuation of the tradition which, together with a more modern model and in compliance with the values ​​of the Brunello Consortium, uses only from our vineyards which are respectively divided into; 5 ha Brunello di Montalcino, 1 ha. Rosso di Montalcino and 5 ha. di I.g.t. Sangiovese. Welcomes, by reservation, individual visitors and small groups offering guided tastings that give the opportunity to get to know the production directly, starting from the winemaking process to the discovery of the final result, giving a unique and unforgettable experience. Our tastings are only private and by appointment only to guarantee you our best services.

Paradiso di Cacuci is a winery located in a small “corner of Paradise“ in the northwestern area of ​​Montalcino. Our wine production is centered on the perpetuation of the tradition which, together with a more modern model and in compliance with the values ​​of the Brunello Consortium, uses only from our vineyards which are respectively divided into; 5 ha Brunello di Montalcino, 1 ha. Rosso di Montalcino and 5 ha. di I.g.t. Sangiovese. Welcomes, by reservation, individual visitors and small groups offering guided tastings that give the opportunity to get to know the production directly, starting from the winemaking process to the discovery of the final result, giving a unique and unforgettable experience. Our tastings are only private and by appointment only to guarantee you our best services.

Paradiso di Cacuci is a winery located in a small “corner of Paradise“ in the northwestern area of ​​Montalcino. Our wine production is centered on the perpetuation of the tradition which, together with a more modern model and in compliance with the values ​​of the Brunello Consortium, uses only from our vineyards which are respectively divided into; 5 ha Brunello di Montalcino, 1 ha. Rosso di Montalcino and 5 ha. di I.g.t. Sangiovese. Welcomes, by reservation, individual visitors and small groups offering guided tastings that give the opportunity to get to know the production directly, starting from the wine making process to the discovery of the final result, giving a unique and unforgettable experience. Our tastings are only private and by appointment only to guarantee you our best services.

Nibble your way through one of Italy’s most spectacular medieval cityscapes and learn about its traditional sweet and savory treats with this Siena street food tour. Meet a local foodie guide and discover the top spots in town for everything from charcuterie to pastries at food shops and market stalls. Enjoy the relaxed pace and personal attention of a small group and come away with a deeper understanding of Sienese cuisine.

Join us for a jeep excursion to the panoramic terrace where you will enjoy fantastic views. You will be handed a picnic basket with a bottle of wine, freshly baked tuscan bread with olive oil, a selection of cold meats, salami and local cheeses. Tenuta Fertuna will be seen at a distance, overlooking the pretty hilltop towns like Vetulonia, Montepescali, Giuncarico. A bit of history... Designed by man with the utmost respect for the environment and for nature, the estate was purchased in 1997 and it counts 145 hectares, of which 50 are used for the cultivation of vines, 10 hectares are dedicated to olive groves. The soil rich in Galestro (schist rock) and Alberese (calcareous substrate), the fertile and uncontaminated nature, the Mediterranean microclimate with a strong marine influence and a good day / night temperature range, make the Maremma a terroir particularly devoted to the cultivation of vines .

Explore the history and production of a boutique winery in the Tuscan hills with this exclusive winery tour and private tasting. Join your guide and host for a walk through the vineyards where you’ll learn about the terroir, grapes, and cultivation methods behind each bottle. Then sit down for a guided tasting at the wine shop, where you’ll sample whites and reds paired with local gourmet specialties.

Enjoy a wine experience in the heart of Val D'Orcia, surrounded by the most authentic Tuscan countryside. Together with Tatiana, the owner of Poggio del Moro, or our oenologists, you will explore the Poggio del Moro estate - from the vineyards, to the oil mill, to the cellar and the barrique cellar - and you will learn the production process of our natural wines, free from pesticides and unnecessary production interventions. Poggio del Moro is an out of the ordinary boutique winery, an extraordinary open-air art gallery. In addition to our excellent wines, here you will find contemporary art exhibitions or artistic performances, which you can observe while visiting the cellar or tasting your wine in relaxation, an absolutely original and refined experience in an intimate and exclusive setting!

The guided ride will take you on a relaxing and unforgettable stroll on horseback through the luscious green landscape typical of the Tuscan countryside. At the end of the ride, the scents and colors of our vineyards will await you. We will let you know the secrets of winemaking, starting from the harvest to the aging. Everything will then be followed by a tasting of the wines of our production accompanied by a delicious Tuscan menu with a first choice, a platter of cheeses and cured meats, plus dessert.

The pleasure of sharing our knowledge by teaching how to make natural doughs that you can make at home. Tasting local products and wines spend a cheerful afternoon discovering this still natural and intact Tuscan area A different evening to remember